title: MS(n) , LC-MS-TOF and LC-PDA studies for identification of new degradation impurities of bupropion.
abstract: Three new degradation impurities of bupropion were characterized through high performance liquid chromatography coupled to photodiode array detection and to time-of-flight mass spectrometry. Bupropion was subjected to the ICH prescribed stress conditions. It degraded to seven impurities (I-VII) in alkaline hydrolytic conditions which were optimally resolved on an XTerra C18 column (250 × 4.6 mm, 5 µm) with a ternary mobile phase comprising ammonium formate (20 mm, pH 4.0), methanol and acetonitrile (75:10:15, v/v). The degradation impurities (III-V and VII) were characterized on the basis of mass fragmentation pattern of drug, accurate mass spectral and photodiode array data of the drug and degradation impurities. Compound V was found to be a known degradation impurity [1-hydroxy-1-(3-chlorophenyl)propan-2-one], whereas III, IV and VII were characterized as 2-hydroxy-2-(3'-chlorophenyl)-3,5,5-trimethylmorpholine, (2,4,4-trimethyl-1,3-oxazolidin-2-yl)(3-chlorophenyl)-methanone and 2-(3'-chlorophenyl)-3,5,5-trimethylmorphol-2-ene, respectively. Compound III was a known metabolite of the drug. This additional information on the degradation impurities can help in the development of a new stability-indicating assay method to monitor the stability of the drug product during its shelf-life as well as in development of a drug product with increased shelf-life.
authors.affiliation: Department of Pharmaceutical Sciences and Drug Research, Punjabi University, Patiala, 147002, India.
authors.forename: Rohit
authors.initials: R
authors.lastname: Bansal
authors.forename: Balraj
authors.initials: B
authors.lastname: Saini
authors.forename: Yogita
authors.initials: Y
authors.lastname: Bansal
authors.forename: Gulshan
authors.initials: G
authors.lastname: Bansal
mesh_terms: D018687:Antidepressive Agents, Second-Generation / Q000737:chemistry*; D016642:Bupropion / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D018765:Dopamine Uptake Inhibitors / Q000737:chemistry*; D004340:Drug Contamination; D004355:Drug Stability; D006868:Hydrolysis; D013058:Mass Spectrometry
chemical_list: D018687:Antidepressive Agents, Second-Generation; D018765:Dopamine Uptake Inhibitors; D016642:Bupropion
keywords: LC-PDA; TOF; bupropion; degradation impurity; mass spectrometry